Winter can be a challenging time for fashionistas. The cold weather often makes it difficult to find outfits that are both stylish and practical. One combination that can work well in colder temperatures is winter skirt outfits with boots. By pairing a skirt with boots, you can create a chic and comfortable outfit that can still keep you warm during the colder months. In this article, you can count on Moda Design District to provide tips on how to wear skirts in winter paired with some nice booties so that you can stay fashionable and comfortable all season long.
5 Winter Skirt Outfits With Boots Ideas
- A-Line Skirts With Classic Boots
An A-line skirt in a winter outfit is a classic choice for any fashionable woman’s wardrobe. They are versatile and can be dressed up or down depending on the occasion.
To wear them with classic boots, start by choosing an A-line skirt that falls just above the knee or lower. Wearing a skirt that is either slightly above or at the same height as your knees will draw attention to the natural form of your legs and accentuate them.
Pair the skirt with a pair of classic, knee-high boots with sturdy heels and a rounded toe. Make sure the boots for women have a comfortable fit and are made of durable material, such as leather or suede.
- Midi Skirts With Heeled Boots
Midi skirts are a chic and stylish choice for the winter season, and when paired with heeled boots, they can create a sophisticated and fashionable look. To achieve this style, check out midi skirts for women in a thick, winter-appropriate fabric such as wool or corduroy.
Pair winter skirts for women with heeled boots that hit just above the ankle and have a chunky heel for added stability on slippery winter streets. Make sure the boots have a sleek and streamlined silhouette to balance out the volume of the skirt. Give it a shot with some block heels for some added flair.
To complete the look, add a cozy sweater or jacket and some warm tights or leggings. When it comes to what to wear under a skirt—accessorize with a scarf, gloves, and a beanie for a fashionable and functional winter ensemble.

- Wrap Skirts With Snow Boots
Wrap skirts are an interesting and versatile choice for the winter season, and when paired with snow boots, they can create a fashionable and practical look. Combine wrap winter skirts for women with snow boots with sturdy rubber soles lined with insulation to keep the feet warm in cold weather. Make sure the boots have a functional design, with features such as a water-resistant upper and a traction-enhancing sole.
Try wearing a knee-length leather wrap skirt with snow boots instead of a long-line skirt if you are not a fan of wearing longer skirts. This will unquestionably result in an entire look and style boost.
- Short Skirts With Ankle Boots
Pairing a short skirt in a winter outfit with ankle boots is a stylish and cute way in terms of how to wear skirts in the winter months. To pull off this look, opt for a shorter skirt that falls above the knee and pair it with ankle boots in a complementary color. If you’re thinking about what to wear under a skirt for added warmth, a pair of tights or leggings always work.
Top the outfit off with a chunky sweater or jacket for a chic, layered look. To add a touch of edginess, try pairing the skirt and boots with a leather jacket. With so many ways to style this classic combination, you’ll be sure to stay fashionable and warm all winter long.

- Miniskirts and Knee-High Boots
Pairing a miniskirt with knee-high boots is a stylish and sexy way to put together winter skirt outfits with boots. To pull off this look, opt for a miniskirt in a heavier fabric like denim or leather, and pair it with over-the-knee boots in a complementary color.
Opt for a sleek bodysuit or a blouse with ruffled sleeves to dress up the look. Try pairing the skirt and boots with a chunky knit sweater or a cozy coat for added warmth. And for a more casual look, you can complete the outfit with a denim jacket and a simple top. With so many ways to style this classic combination, you’ll be sure to turn heads all winter long.
Extra Tips for Wearing Skirts in Winter Outfit
Maintain a Proper Outfit Balance
The proportions of your outfit should always be taken into consideration. Try mixing a looser-fitting top with a more figure-hugging bottom. You may, for instance, wear a bodycon top with a flowy skirt. However, if you prefer a more form-hugging silhouette and have chosen a skirt to match, consider pairing it with a top that is flowier or has ruffles to create a more harmonious effect.
Utilize the Belts
When used with longer skirts, belts that are wider tend to seem more appealing, whilst belts that are narrower look amazing when worn with shorter skirts.
Make the Most of Socks and Tights
Shorter skirts look better with knee-high or mid-calf socks. If you don’t want to wear tights and wonder what to wear under a skirt, you can opt for black or white socks with a plaid skirt and shiny black loafers, for example.
By donning the proper tights or leggings, your favorite skirts can be worn throughout the year. Wear tights in a neutral color like beige, brown, or even black, or experiment with contrasting or complementary shades.
Of course, if you really want to stand out, put on a pair of tights with a wild print or a bright color.

Stay Warm
When discussing how to wear skirts in winter, especially a shorter skirt than what’s typical, you should remember that it requires extra protection against the cold, so be sure to layer up atop.
You may keep your upper body toasty by wearing a thick cardigan or pullover sweater over a thin turtleneck. To some extent, this will serve as a form of chest insulation. You may keep warm and look stylish by pairing a winter skirt with a vest or poncho.
What’s more, you can add extra warmth to a winter skirt attire by layering it with an unzipped insulated coat, like a wool trench coat.
To Conclude
Skirts with boots in the winter? Not always an easy match. However, if you follow the mentioned guidelines above, you’ll be able to wear winter skirts for women with boots like an expert.
Whether it’s figuring out how to wear your skirt throughout the winter or what to wear under it for warmth, there are many ways to make getting dressed easier during the colder months. Give these suggestions a shot this winter, and report back with your results.